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Steroid biosynthesis
Source | ID | Pathway |
---|---|---|
PathWhiz | PW002482 | |
KEGG | 00100 |
Pathway Metabolites
YMDB ID | Name CAS Number | IUPAC Name | Formula Weight | Structure |
---|---|---|---|---|
YMDB00015 | Delta 8,14 -Sterol 74635-33-9 | (2S,5S,6S,7S,14R,15R)-2,6,15-trimethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(10),11-dien-5-ol | C29H46O 410.6749 | |
YMDB00041 | Heme 14875-96-8 | C34H32FeN4O4 616.487 | ||
YMDB00045 | Coenzyme A 85-61-0 | {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-2,2-dimethyl-3-({2-[(2-sulfanylethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid | C21H36N7O16P3S 767.534 | |
YMDB00095 | Dimethylallylpyrophosphate 358-72-5 | ({hydroxy[(3-methylbut-2-en-1-yl)oxy]phosphoryl}oxy)phosphonic acid | C5H12O7P2 246.0921 | |
YMDB00109 | Adenosine triphosphate 56-65-5 | ({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid | C10H16N5O13P3 507.181 | |
YMDB00180 | Obtusifoliol 16910-32-0 | 11-(hydroxymethyl)-2,6,6,15-tetramethyl-14-(6-methylhept-5-en-2-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol | C30H50O2 442.7168 | |
YMDB00181 | Mevalonic acid-5P 73566-35-5 | (3R)-3-hydroxy-3-methyl-5-(phosphonooxy)pentanoic acid | C6H13O7P 228.137 | |
YMDB00198 | S-Adenosylhomocysteine 979-92-0 | (2S)-2-amino-4-({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}sulfanyl)butanoic acid | C14H20N6O5S 384.411 | |
YMDB00200 | Isopentenyl pyrophosphate 358-71-4 | ({hydroxy[(3-methylbut-3-en-1-yl)oxy]phosphoryl}oxy)phosphonic acid | C5H12O7P2 246.0921 | |
YMDB00219 | Pyrophosphate 14000-31-8 | (phosphonooxy)phosphonic acid | H4O7P2 177.9751 | |
YMDB00229 | Farnesyl pyrophosphate 13058-04-3 | {[hydroxy({[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy})phosphoryl]oxy}phosphonic acid | C15H28O7P2 382.3261 | |
YMDB00262 | Lanosterin 79-63-0 | (2S,5S,7R,11R,14R,15R)-2,6,6,11,15-pentamethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol | C30H50O 426.7174 | |
YMDB00266 | Geranyl-PP 763-10-0 | [({[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}(hydroxy)phosphoryl)oxy]phosphonic acid | C10H20O7P2 314.2091 | |
YMDB00268 | 4,4-Dimethylcholesta-8,14,24-trienol 64284-64-6 | (2S,5S,7R,14R,15R)-2,6,6,15-tetramethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(10),11-dien-5-ol | C29H46O 410.6749 | |
YMDB00290 | 4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol 7448-02-4 | (2S,5S,7R,11R,15R)-2,6,6,15-tetramethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol | C29H48O 412.6908 | |
YMDB00296 | FAD 146-14-5 | {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}[({[(2R,3S,4S)-5-{7,8-dimethyl-2,4-dioxo-2H,3H,4H,10H-benzo[g]pteridin-10-yl}-2,3,4-trihydroxypentyl]oxy}(hydroxy)phosphoryl)oxy]phosphinic acid | C27H33N9O15P2 785.5497 | |
YMDB00297 | S-Adenosylmethionine 29908-03-0 | [(3S)-3-amino-3-carboxypropyl]({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl})methylsulfanium | C15H23N6O5S 399.445 | |
YMDB00312 | Acetyl-CoA 72-89-9 | {[(2R,3S,4R,5R)-2-({[({[(3R)-3-[(2-{[2-(acetylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy}methyl)-5-(6-amino-9H-purin-9-yl)-4-hydroxyoxolan-3-yl]oxy}phosphonic acid | C23H38N7O17P3S 809.571 | |
YMDB00313 | Cholesterol 57-88-5 | (1S,2R,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-ol | C27H46O 386.6535 | |
YMDB00325 | 2-trans,6-trans-farnesyl diphosphate 13058-04-3 | {[hydroxy({[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy})phosphoryl]oxy}phosphonic acid | C15H28O7P2 382.3261 | |
YMDB00385 | Formic acid 64-18-6 | formic acid | CH2O2 46.0254 | |
YMDB00403 | 5-Diphosphomevalonic acid 4872-34-8 | (3R)-3-hydroxy-5-{[hydroxy(phosphonooxy)phosphoryl]oxy}-3-methylpentanoic acid | C6H14O10P2 308.1169 | |
YMDB00426 | NADPH 53-57-6 | {[(2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-5-[({[({[(2R,3S,4R,5R)-5-(3-carbamoyl-1,4-dihydropyridin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-4-hydroxyoxolan-3-yl]oxy}phosphonic acid | C21H30N7O17P3 745.4209 | |
YMDB00427 | NADP 53-59-8 | 1-[(2R,3R,4S,5R)-5-[({[({[(2R,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxy-4-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-3,4-dihydroxyoxolan-2-yl]-3-carbamoyl-1lambda5-pyridin-1-ylium | C21H29N7O17P3 744.4129 | |
YMDB00438 | S-Adenosyl-L-methionine 29908-03-0 | [(3S)-3-amino-3-carboxypropyl]({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl})methylsulfanium | C15H23N6O5S 399.445 | |
YMDB00529 | acetoacetyl-CoA 1420-36-6 | {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-2,2-dimethyl-3-{[2-({2-[(3-oxobutanoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid | C25H40N7O18P3S 851.607 | |
YMDB00540 | episterol 474-68-0 | (1R,2S,5S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-5-ol | C28H46O 398.6642 | |
YMDB00543 | ergosterol 57-87-4 | (1S,2R,5S,11R,14R,15R)-14-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-7,9-dien-5-ol | C28H44O 396.6484 | |
YMDB00545 | 24-methylidene-5alpha-cholest-8-en-3beta-ol 516-86-9 | (2S,5S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol | C28H46O 398.6642 | |
YMDB00547 | lanosterol 79-63-0 | C30H50O 426.7174 | ||
YMDB00548 | zymosterol 7488-99-5 | (2S,5S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol | C27H44O 384.6377 | |
YMDB00597 | FADH2 1910-41-4 | {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}[({[(2R,3S,4S)-5-{7,8-dimethyl-2,4-dioxo-1H,2H,3H,4H,5H,10H-benzo[g]pteridin-10-yl}-2,3,4-trihydroxypentyl]oxy}(hydroxy)phosphoryl)oxy]phosphinic acid | C27H35N9O15P2 787.5656 | |
YMDB00603 | 4,4-dimethyl-5alpha-cholesta-8,14,24-trien-3beta-ol 64284-64-6 | C29H46O 410.6749 | ||
YMDB00604 | 14-demethyllanosterol 59865-13-3 | (2S,5S,7R,11R,14R,15R)-2,6,6,15-tetramethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol | C29H48O 412.6908 | |
YMDB00606 | ergosta-5,7,22,24(28)-tetraen-3beta-ol | (1S,2R,5S,11R,14R,15R)-2,15-dimethyl-14-[(2R,3E)-6-methyl-5-methylidenehept-3-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-7,9-dien-5-ol | C28H42O 394.6325 | |
YMDB00608 | zymosterol intermediate 2 128-33-6 | (2S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-one | C27H42O 382.6218 | |
YMDB00609 | 3-dehydro-4-methylzymosterol | (2S,7S,11R,14R,15R)-2,6,15-trimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-one | C28H44O 396.6484 | |
YMDB00611 | 4alpha-methylzymosterol | (2S,5S,6S,7S,11R,14R,15R)-2,6,15-trimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol | C28H46O 398.6642 | |
YMDB00612 | zymosterol intermediate 1a | (2S,5S,7S,11R,14R,15R)-6-(hydroxymethyl)-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-ol | C28H46O2 414.6636 | |
YMDB00613 | zymosterol intermediate 1b | (2S,5S,7S,11R,14R,15R)-5-hydroxy-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-ene-6-carbaldehyde | C28H44O2 412.6478 | |
YMDB00670 | geranyl diphosphate 763-10-0 | [({[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}(hydroxy)phosphoryl)oxy]phosphonic acid | C10H20O7P2 314.2091 | |
YMDB00707 | (R)-Mevalonic acid 150-97-0 | 3,5-dihydroxy-3-methylpentanoic acid | C6H12O4 148.1571 | |
YMDB00708 | 3-Hydroxy-3-methylglutaryl-CoA 1553-55-5 | 5-[(2-{3-[(2R)-3-[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-2-hydroxy-3-methylbutanamido]propanamido}ethyl)sulfanyl]-3-hydroxy-3-methyl-5-oxopentanoic acid | C27H44N7O20P3S 911.659 | |
YMDB00727 | (S)-2,3-epoxysqualene 9029-62-3 | (3S)-2,2-dimethyl-3-[(3Z,7E,11Z,15E)-3,7,12,16,20-pentamethylhenicosa-3,7,11,15,19-pentaen-1-yl]oxirane | C30H50O 426.7174 | |
YMDB00769 | squalene 111-02-4 | (6E,10E,14E,18E)-2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene | C30H50 410.718 | |
YMDB00842 | 24,25-dihydrolanosterol 79-62-9 | (2S,5S,7R,11R,14R,15R)-2,6,6,11,15-pentamethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol | C30H52O 428.7333 | |
YMDB00843 | presqualene diphosphate 29849-75-0 | [({[(1S,2S,3S)-2-[(3E)-4,8-dimethylnona-3,7-dien-1-yl]-2-methyl-3-[(1E,5E)-2,6,10-trimethylundeca-1,5,9-trien-1-yl]cyclopropyl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid | C30H52O7P2 586.6772 | |
YMDB00862 | hydron 12408-02-5 | hydron | H 1.00794 | |
YMDB00872 | (S)-3-hydroxy-3-methylglutaryl-CoA 1553-55-5 | (3S)-5-[(2-{3-[(2R)-3-[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-2-hydroxy-3-methylbutanamido]propanamido}ethyl)sulfanyl]-3-hydroxy-3-methyl-5-oxopentanoic acid | C27H44N7O20P3S 911.659 | |
YMDB00890 | water 7732-18-5 | water | H2O 18.0153 | |
YMDB00900 | oxygen 7782-44-7 | dioxygen | O2 31.9988 | |
YMDB00907 | phosphate 14265-44-2 | phosphoric acid | O4P 94.9714 | |
YMDB00912 | Carbon dioxide 124-38-9 | methanedione | CO2 44.0095 | |
YMDB00914 | ADP 58-64-0 | [({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid | C10H15N5O10P2 427.2011 | |
YMDB00987 | Protoheme IX 14875-96-8 | 3-[(12Z)-20-(2-carboxyethyl)-10,15-diethenyl-5,9,14,19-tetramethyl-21,23,24,25-tetraaza-22-ferrahexacyclo[9.9.3.1³,⁶.1¹³,¹⁶.0⁸,²³.0¹⁸,²¹]pentacosa-1,3(25),4,6,8,10,12,14,16(24),17,19-undecaen-4-yl]propanoic acid | C34H32FeN4O4 616.487 | |
YMDB01488 | 4alpha-Methylfecosterol 17757-07-2 | (2S,5S,6S,7S,11R,14R,15R)-2,6,15-trimethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol | C29H48O 412.6908 | |
YMDB01489 | 7,8-Didehydrodesmosterol 1715-86-2 | (1S,2R,5S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-7,9-dien-5-ol | C27H42O 382.6218 | |
YMDB01520 | Magnesium 7439-95-4 | magnesium(2+) ion | Mg 24.305 | |
YMDB16191 | 3-Keto-4-methylzymosterol | (2S,15R)-2,6,15-trimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-one | C28H44O 396.6484 | |
YMDB16246 | Pentane | pentane | C5H12 72.1488 | |
YMDB16255 | ferricytochrome c | 5-hydroxy-1,6,6,11,15-pentamethyl-14-[(5E)-6-methyl-7-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}hept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-17-one | C42H68O13 780.993 | |
YMDB16315 | 4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol | (2S,5S,7R,11R,14R,15R)-6-(hydroxymethyl)-2,6,15-trimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-ol | C29H48O2 428.701 | |
YMDB16316 | 4α-formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol | (2S,5S,7R,11R,14R,15R)-5-hydroxy-2,6,15-trimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-ene-6-carbaldehyde | C29H46O2 426.685 | |
YMDB16317 | 4β-methyl-4α-carboxy-cholesta-8,24-dien-3β-ol | (2S,5S,7R,11R,14R,15R)-5-hydroxy-2,6,15-trimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-ene-6-carboxylate | C29H45O3 441.677 | |
YMDB16318 | 4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol | (2S,5S,6R,7S,11R,14R,15R)-6-(hydroxymethyl)-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-ol | C28H46O2 414.674 | |
YMDB16319 | 4α-formyl-5α-cholesta-8,24-dien-3β-ol | (2S,5S,6S,7S,11R,14R,15R)-5-hydroxy-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-ene-6-carbaldehyde | C28H44O2 412.658 | |
YMDB16320 | 4α-carboxy-5α-cholesta-8,24-dien-3β-ol | (2S,5S,6S,7S,11R,14R,15R)-5-hydroxy-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-ene-6-carboxylate | C28H43O3 427.65 | |
YMDB16321 | 5,7,24(28)-Ergostatrienol | (2R,5S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-7,9-dien-5-ol | C28H44O 396.6484 |